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Short histidine-rich peptides could serve as novel activatable vectors for delivering cytotoxic payloads to tumor and neovasculature cells. This explorative study reports preliminary results showing that zinc ions, which are found in elevated levels at neovasculature sites, can trigger the intracellular delivery of a short antimicrobial peptide when conjugated to a histidine-rich peptide through a disulfide bond. The importance of exofacial thiols in the mode of action of these disulfide-linked conjugates is also shown., Competing Interests: The authors declare the following competing financial interest(s): ØR is the CSO of the Lytix Biopharma AS. ØR and JSMS are minor shareholders in Lytix Biopharma AS., (Copyright © 2020 American Chemical Society.)